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【结 构 式】

【分子编号】58233

【品名】3-bromo-N-cyclopropyl-2-methylaniline; N-(3-bromo-2-methylphenyl)-N-cyclopropylamine

【CA登记号】

【 分 子 式 】C10H12BrN

【 分 子 量 】226.11602

【元素组成】C 53.12% H 5.35% Br 35.34% N 6.19%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(III)

Palladium-catalyzed displacement of 2,6-dibromotoluene (I) with cyclopropylamine (II) affords N-cyclopropyl-3-bromo-2-methylaniline (III). Subsequent condensation of aniline (III) with diethyl ethoxymethylenemalonate (IV) produces the enaminomalonate (V), which is further cyclized to the quinolinecarboxylate (VI) in hot PPA.

1 Hayashi, K.; Yamakawa, T.; Kawafuchi, H.; Kito, T.; Mitsuyama, J.; Kuroda, H. (Toyama Chemical Co., Ltd.); Quinolonecarboxylic acid derivs. or salts thereof. EP 1070713; WO 9951588 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 58232 1,3-dibromo-2-methylbenzene; 2,6-Dibromotoluene 69321-60-4 C7H6Br2 详情 详情
(II) 12263 Cyclopropylamine; Cyclopropanamine 765-30-0 C3H7N 详情 详情
(III) 58233 3-bromo-N-cyclopropyl-2-methylaniline; N-(3-bromo-2-methylphenyl)-N-cyclopropylamine C10H12BrN 详情 详情
(IV) 14088 Diethyl ethoxymethylenemalonate; Diethyl 2-(ethoxymethylene)malonate 87-13-8 C10H16O5 详情 详情
(V) 58234 diethyl 2-{[3-bromo(cyclopropyl)-2-methylanilino]methylene}malonate C18H22BrNO4 详情 详情
(VI) 58235 ethyl 7-bromo-1-cyclopropyl-8-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxylate C16H16BrNO3 详情 详情
Extended Information